2020 Winston Ave, Louisville, KY 40205 | MLS# 1716997

$625,000
2020 Winston Ave, Louisville, KY 40205, Louisville, WINSTON FOREST

Overview

  • Updated On:
  • September 14, 2026
  • 3 Bedrooms
  • 2 Bathrooms
  • 2,876 ft2

Description

Nestled in the heart of the highly sought-after Strathmoor Manor neighborhood, this classic Highlands Cape Cod perfectly blends timeless charm with modern comfort. Just minutes from the restaurants, coffee shops, and local boutiques lining Bardstown Road, this location also offers easy access to some of Louisville’s most beloved parks, the Louisville Zoo, Bellarmine University, and is only a couple blocks from Atherton High School and Assumption High School. From the moment you step inside, this home absolutely oozes charm with gorgeous hardwood floors, detailed molding, beautiful windows, spacious rooms, and a cozy fireplace anchoring the living room. The main floor offers a wonderful flow with a large living room, dedicated dining room, and an updated eat-in kitchen featuring plenty of modern touches while still honoring the character of the home. Three bedrooms and two full bathrooms complete the first floor. Just beyond the living spaces, a screened-in porch overlooks what truly feels like a private garden oasis. The beautifully landscaped yard offers exceptional privacy and the perfect setting for relaxing mornings, entertaining friends, or simply enjoying nature. Upstairs, the fully renovated second floor is spectacular with soaring high ceilings and oversized windows that flood the space with natural light. Whether used as an incredible primary suite with walk-in closet, a second family room, art studio, or dual home offices, the possibilities are endless. This is the kind of home that rarely comes along — full of warmth, personality, and classic Highlands character in one of Louisville’s most beloved neighborhoods.

Address: 2020 Winston Ave, Louisville, KY 40205
State/County:
Zip: 40205
Country: United States

Property Id: 10792041
Price: $625,000
Property Size: 2,876 ft2
Property Lot Size: 0 ft2
Rooms: 13
Bedrooms: 3
Bathrooms: 2
BathroomsFull: 2
InternetConsumerCommentYN: 1
InternetAutomatedValuationDisplayYN: 1
ListAgentKey: 20180420142001973129000000
StreetNumberNumeric: 2020
ListAgentFullName: Lindsay Vallandingham
InternetAddressDisplayYN: 1
ListAgentMobilePhone: 502-377-7778
OnMarketDate: 2026-09-14
InternetEntireListingDisplayYN: 1
ListOfficeKey: 20131203192909608394000000
ListAgentLastName: Vallandingham
Cooling: Central Air
FireplacesTotal: 1
StatusChangeTimestamp: 2026-09-14T18:27:58Z
ListAgentFirstName: Lindsay
MajorChangeType: New Listing
LotSizeUnits: Acres
PatioAndPorchFeatures: Screened Porch, Patio, Porch
LotSizeSquareFeet: 11400
ListingId: 1716997
YearBuilt: 1941
SourceSystemName: APEX MLS (Greater Louisville Association of REALTORS®)
SourceSystemKey: 20260507182427625396000000
ArchitecturalStyle: Cape Cod
Basement: Unfinished
StateOrProvince: KY
ListOfficeName: Keller Williams Collective
OriginatingSystemKey: 20260507182427625396000000
PhotosCount: 64
PhotosChangeTimestamp: 2026-05-11T20:32:43Z
BuildingAreaTotal: 2876
Stories: 2
OriginatingSystemName: APEX MLS (Greater Louisville Association of REALTORS®)
Utilities: Electricity Connected
OriginalListPrice: 625000
ListingContractDate: 2026-09-14
StreetSuffix: Ave
OriginatingSystemID: M00000290
LotSizeDimensions: 75X152
StreetNumber: 2020
StreetName: Winston
ListAgentEmail: lvallandingham@kw.com
ModificationTimestamp: 2026-09-14T18:29:58Z
ListOfficeMlsId: 19218
MlsStatus: Active
TaxBlock: 080E
LotSizeArea: 0.26
SourceSystemID: M00000290
ParcelNumber: 13080E01720021
ListAgentMlsId: 26075
ParkingFeatures: Attached, Driveway
DocumentsChangeTimestamp: 2026-09-14T18:28:14Z
Heating: Natural Gas
MajorChangeTimestamp: 2026-09-14T18:27:58Z
Directions: I-264 to Bardstown Rd. Turn left onto Winston Ave.
MLSAreaMajor: 02-Butchertwn/Hghlnds/Germantwn
LivingAreaSource: Other
GarageSpaces: 1
MLSAreaMinor: 02-Butchertwn/Hghlnds/Germantwn
TaxLot: 0172
AboveGradeFinishedArea: 2876
BuildingAreaSource: Other
FoundationDetails: Concrete Blk
Fencing: Wood
Roof: Shingle
ConstructionMaterials: Vinyl Siding, Brick

Outdoor Details
Garage Attached
Other Features
Has Cooling System
Has Fireplace
Has Garage
Has Heating System

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$3,204.50
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 2,423.25

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